Roofing & siding for Cape Cod homes

Salt air, strong winds, and New England storms can take a toll on your home. We repair roofs and replace siding to help keep it protected on Cape Cod and in surrounding areas.

Licensed & insured in Massachusetts CSL & HIC

Cedar-shingled beachfront home on a Cape Cod dune, seen from the sand
  • 450+Projects completed in the area
  • 7+ yearsWorking on local homes
  • CSL & HICLicensed & insured in Massachusetts
  • OSHASafety-trained crew

Hear from homeowners & property managers in the area

Recent reviews from homeowners on Google

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Waterfront home with a new architectural shingle roof, cedar sidewalls and a copper bay roof Red cedar shingles meeting painted trim and a standing-seam copper roof
7+Years working on local homes

Local experience. Work you can count on.

We started Jimmy Construction to give homeowners and property managers on Cape Cod and in surrounding areas a contractor they can count on.

You should know who is doing the work, when they'll be there, and what to expect. We keep you in the loop from the first visit to the final walkthrough.

We bring Massachusetts licensing, insurance, and an experienced crew to every job. Whether we're fixing a storm-damaged roof or replacing cedar siding, we focus on solid work, careful details, and respect for your property.

What we can do for your home

From the roof to the deck, our crew takes care of the details that help protect your home.

Tap a number on the house, or use the arrows, to see what we do there.

Illustrated Cape Cod house showing where each exterior service applies
Asphalt shingle roof with a stone chimney and flashed valleys
01 / 09

Roofing repair

Got a leak or damaged shingles? We find the problem and repair your roof, including worn flashing, so you can avoid a full replacement when a repair will do.

Get a roofing quote
New cedar shingle siding on a gabled addition
02 / 09

Siding installation & replacement

We replace worn siding, check for hidden moisture damage, and install cedar, vinyl, or fiber cement siding with a weather-resistant barrier underneath.

Get a siding quote
New double-hung window set in cedar shingles and painted trim
03 / 09

Window & door replacement

Drafty windows or worn-out doors? We install replacements that fit your home and seal them properly to help keep the weather and outside noise out.

Get a window quote
Copper gutters and downspouts on a cedar shingle home
04 / 09

Gutter replacement

We install seamless aluminum gutters and oversized downspouts to move water away from your siding and foundation.

Get a gutter quote
Freshly painted trim under a copper half-round gutter
05 / 09

Exterior painting & finishing

We prep the surface and apply mildew-resistant paint for a clean finish made to hold up to New England weather.

Get a painting quote
Waterfront home with new trim, cedar sidewalls and a copper bay roof
06 / 09

General exterior repairs

We repair damaged trim, soffits, and corner boards and replace rotted wood to help keep water out.

Get a repair quote
Raised deck with white railings and stairs on a shingled cottage
07 / 09

Deck building

We build decks with sturdy framing and weather-resistant materials, following local building codes so you can enjoy the space for years.

Get a deck quote
Deck with cable railing beside large picture windows
08 / 09

Deck repair

Loose boards or rotted planks? We repair the problem areas and secure the deck so it feels solid again.

Get a deck repair quote
Remodeled tub and shower with white subway tile, a hex-tile niche and a hand-held shower head
09 / 09

Bathroom remodeling

We remodel bathrooms from the studs out, including walk-in tile showers and updated fixtures, to make the space work better for you.

Get a bathroom quote
Finished cedar shingle gable with new casement windows and copper gutters on a coastal Massachusetts home

Why choose Jimmy Construction

You want good work and a crew that shows up. Here's what you can expect from us.

  • One crew, one point of contact

    We handle roofing, siding, trim, and framing together, so you know who to call if a question comes up.

  • Built for coastal weather

    We choose fasteners, water barriers, and attic ventilation with coastal Massachusetts weather in mind.

  • A crew that works safely

    Our crew is trained to use equipment and staging safely and to take care around your property.

  • Clear communication

    We tell you when we're coming, what's happening next, and what's left before the job is done.

How your project works

From the first visit to the final cleanup, you'll know what happens next and who to call.

Get started
  1. 01

    We take a look

    We look at the roof, siding, flashing, and any signs of rot. Then we give you a written plan with materials, timing, and itemized costs.

  2. 02

    We protect your property

    Before work starts, we cover landscaping, decks, and walkways as needed and plan for cleanup.

  3. 03

    Our crew gets to work

    Our crew removes old materials, installs the water barrier, and finishes the job according to the product manufacturer's instructions.

  4. 04

    We clean up and walk through

    We pick up debris, sweep for nails, and walk through the finished work with you before final payment.

Recent projects on Cape Cod & in nearby towns

Waterfront home with a new architectural shingle roof, cedar sidewalls and a copper bay roof
Cedar shingle roof planes and hips above a Cape Cod beach
Cedar shingle second story with copper gutters, downspouts and a bay window
Raised deck with white railings and stairs on a shingled cottage
Freshly painted trim under a copper half-round gutter
Cedar-shingled Cape Cod home with a new roof, trim and windows
Aerial view of a beachfront home with a cedar shingle roof and dormers
Asphalt shingle roof with a stone chimney and flashed valleys
Deck with cable railing beside large picture windows on a cedar-shingled home
Shingled home with a new roof, siding and trim on Cape Cod
Red cedar shingles meeting painted trim, a standing-seam copper roof and a new double-hung window
New cedar shingle siding on a gabled addition with large replacement windows

Frequently asked questions about roofing & siding on Cape Cod

Have a question about your home? Just ask us. We're happy to talk it through before you schedule a visit.

Does my roof need a repair or a full replacement?

It depends on the age of your roof and how widespread the damage is. A small leak may need only a repair, while curling shingles, missing granules, or leaks in several spots can point to a bigger issue. We check the roof deck before recommending a full replacement.

Which siding works best near the coast?

Cedar shingles have the classic Cape Cod look, but they need regular upkeep. Fiber cement and insulated vinyl are lower-maintenance options. We can help you choose based on your home, budget, and how much upkeep you want.

Are you licensed and insured in Massachusetts?

Yes. Jimmy Construction Inc holds a Massachusetts Construction Supervisor License (CSL) and Home Improvement Contractor (HIC) registration. We carry general liability and workers' compensation coverage and provide proof of coverage with a written quote.

How long will a roof or siding replacement take?

Many standard roof replacements take 1 to 2 working days in good weather. Siding projects often take 5 to 10 working days. The size of your home, trim details, and the weather can change the schedule, so we'll give you a timeline for your project.

Will you handle the permits?

Yes. When a project needs a building permit, we work with the local building department and schedule any required inspections.

Get a free on-site estimate

Tell us what you're working on. The on-site estimate is free, with no obligation. Here's what happens next:

  1. Send us the form
  2. We call to schedule a visit
  3. We inspect in person
  4. You get a written plan with itemized costs

Serving Cape Cod and surrounding areas.

Prefer to talk? Call us(508) 524-1517

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